Photoactivatable HNO-releasing compounds using the retro-Diels-Alder reaction.
We synthesized hetero-Diels-Alder cycloadducts from acyl nitroso derivatives and 9,10-dimethylanthracene, to be photo-inducible HNO-releasing agents and found that introduction of conjugated nitroaromatic groups effectively enhanced the responsiveness of HNO release to UV-A irradiation; we confirmed photoinduced HNO formation by EPR and GCMS analysis.
Adachi
Yusuke
Y
Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabe-dori, Mizuho-ku, Nagoya, Aichi 467-8673, Japan.
Nakagawa
Hidehiko
H
Matsuo
Kazuya
K
Suzuki
Takayoshi
T
Miyata
Naoki
N
D000873:Anthracenes / Q000138:chemical synthesis; D004578:Electron Spin Resonance Spectroscopy; D016166:Free Radical Scavengers; D008401:Gas Chromatography-Mass Spectrometry; D007202:Indicators and Reagents; D008027:Light; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D009589:Nitrogen Oxides / Q000737:chemistry* / Q000528:radiation effects; D009603:Nitroso Compounds / Q000138:chemical synthesis; D010777:Photochemistry; D013055:Spectrophotometry, Infrared; D014466:Ultraviolet Rays
D000873:Anthracenes; D016166:Free Radical Scavengers; D007202:Indicators and Reagents; D009589:Nitrogen Oxides; D009603:Nitroso Compounds; C029126:9,10-dimethylanthracene; C039900:nitroxyl